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April 24, 2024Journal of the American Chemical Society68 citations

Engaging Alkenes in Metallaphotoredox: A Triple Catalytic, Radical Sorting Approach to Olefin-Alcohol Cross-Coupling

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QCQinyan CaiIMIona M. McWhinnieNDNathan W. Dow

Key Points

  • A triple catalytic radical sorting platform enables direct olefin-alcohol cross-coupling to synthesize complex aliphatic scaffolds through single-electron reactivity.
  • Reaction development utilizes a metallaphotoredox strategy to engage unactivated alkenes and alcohol derivatives under mild conditions without prefunctionalized partners.
  • This synthetic strategy expands metallaphotoredox scope for drug discovery, suggesting new modular routes to clinically privileged aliphatic architectures.

Abstract

Metallaphotoredox cross-coupling is a well-established strategy for generating clinically privileged aliphatic scaffolds via single-electron reactivity. Correspondingly, expanding metallaphotoredox to encompass new C(

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Cite This Study

Cai et al. (2024) studied this question.

synapsesocial.com/papers/68e6dc0eb6db643587657d7ehttps://doi.org/10.1021/jacs.4c02316
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Also Consider

Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context:

  1. 1Activation Strategies for Alkyl Precursors in Achieving C(sp<sup>3</sup>)–C(sp<sup>3</sup>) Cross-Coupling via Metallaphotoredox Catalysis2024 · 5 citations
  2. 2PhotoinducedCobalt-Catalyzed Alkyl Radical-InitiatedPolarity Cross-Coupling Cyclization of Unactivated Olefins to AccessSaturated Heterocycles2026
  3. 3Oxyalkylation of Alkenes via Triple Radical Sorting2026 · 2 citations
  4. 4Free-Radical Deoxygenative Amination of Alcohols via Copper Metallaphotoredox Catalysis2024 · 54 citations
  5. 5Photometallobiocatalytic Asymmetric Radical‐Mediated Cross‐Coupling of Organotrifluoroborate Salts and Pyridotriazoles2026